3D Periodic Editor 3D Molecular And Reaction Editor Expert Editor Microsoft Quantum Editor EMSL Aerosol Workshop Editor Manual 3D Periodic Editor 3D Molecular And Reaction Editor Expert Editor Microsoft Quantum Editor EMSL Aerosol Workshop Editor Manual Results from an EMSL Arrows Calculation
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The id(s) for emsiles = Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C theory{pspw} xc{pbe0} basis{100.0 Ry} solvation_type{None} ^{0} are: 12859
Use id=% instead of esmiles to print other entries.
mformula = C7H6N2O5
iupac = 4-methyl-3,5-dinitrophenol
PubChem = 46156
PubChem LCSS = 46156
cas = 264-594-5
synonyms = 3,5-Dinitro-p-cresol; p-CRESOL, 3,5-DINITRO-; EINECS 264-594-5; 63989-82-2; AC1L2FH3; 4-methyl-3,5-dinitrophenol; SCHEMBL11273954; CTK8J7965; MolPort-006-133-202; AKOS004121770; MCULE-6898436842; LS-55391; OR049346; OR118703
Search Links to Other Online Resources (may not be available):
- Google Structure Search
- EPA CompTox Database
- Chemical Entities of Biological Interest (ChEBI)
- NIH ChemIDplus - A TOXNET DATABASE
- The Human Metabolome Database (HMDB)
- OECD eChemPortal
- Google Scholar
+==================================================+
|| Molecular Calculation ||
+==================================================+
Id = 12859
NWOutput = Link to NWChem Output (download)
Datafiles:
mo_orbital_nwchemarrows-2020-11-17-5-28-108448.out-537149-2020-11-17-6:37:2 (download)
density.cube-537149-2020-11-17-6:37:2 (download)
homo-restricted.cube-537149-2020-11-17-6:37:2 (download)
lumo-restricted.cube-537149-2020-11-17-6:37:2 (download)
image_resset: api/image_reset/12859
Calculation performed by g1206
Numbers of cpus used for calculation = 32
Calculation walltime = 71580.100000 seconds (0 days 19 hours 53 minutes 0 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 12859
iupac = 4-methyl-3,5-dinitrophenol
mformula = C7H6N2O5
inchi = InChI=1S/C7H6N2O5/c1-4-6(8(11)12)2-5(10)3-7(4)9(13)14/h2-3,10H,1H3
inchikey = HTAMNOAYOHLVPQ-UHFFFAOYSA-N
esmiles = Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C theory{pspw} xc{pbe0} basis{100.0 Ry} solvation_type{None} ^{0}
calculation_type = ov
theory = pspw
xc = pbe0
basis = 100.0 Ry
charge,mult = 0 1
energy = -142.963293 Hartrees
enthalpy correct.= 0.152885 Hartrees
entropy = 96.635 cal/mol-K
solvation energy = 0.000 kcal/mol solvation_type = None
Sitkoff cavity dispersion = 2.613 kcal/mol
Honig cavity dispersion = 8.763 kcal/mol
ASA solvent accesible surface area = 350.527 Angstrom2
ASA solvent accesible volume = 333.135 Angstrom3
+-----------------+
| Structural Data |
+-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 20
Units are Angstrom for bonds and degrees for angles
Type I J K L M Value
----------- ----- ----- ----- ----- ----- ----------
1 Stretch C1 C2 1.48834
2 Stretch C1 H15 1.06738
3 Stretch C1 H16 1.07333
4 Stretch C1 H17 1.07322
5 Stretch C2 C3 1.38170
6 Stretch C2 C7 1.38772
7 Stretch C3 C4 1.37217
8 Stretch C3 N12 1.46602
9 Stretch C4 C5 1.37293
10 Stretch C4 H18 1.06643
11 Stretch C5 C6 1.37441
12 Stretch C5 O11 1.34042
13 Stretch C6 C7 1.36782
14 Stretch C6 H19 1.06389
15 Stretch C7 N8 1.46623
16 Stretch N8 O9 1.20654
17 Stretch N8 O10 1.20649
18 Stretch O11 H20 0.93715
19 Stretch N12 O13 1.20580
20 Stretch N12 O14 1.20640
21 Bend C2 C1 H15 111.35468
22 Bend C2 C1 H16 110.11019
23 Bend C2 C1 H17 111.07396
24 Bend H15 C1 H16 109.40811
25 Bend H15 C1 H17 108.01516
26 Bend H16 C1 H17 106.74294
27 Bend C1 C2 C3 123.53606
28 Bend C1 C2 C7 123.45097
29 Bend C3 C2 C7 112.99857
30 Bend C2 C3 C4 124.62989
31 Bend C2 C3 N12 121.09121
32 Bend C4 C3 N12 114.27502
33 Bend C3 C4 C5 119.41318
34 Bend C3 C4 H18 119.07081
35 Bend C5 C4 H18 121.51203
36 Bend C4 C5 C6 118.78660
37 Bend C4 C5 O11 123.42787
38 Bend C6 C5 O11 117.78391
39 Bend C5 C6 C7 119.44317
40 Bend C5 C6 H19 120.42345
41 Bend C7 C6 H19 120.13250
42 Bend C2 C7 C6 124.62597
43 Bend C2 C7 N8 120.47775
44 Bend C6 C7 N8 114.89458
45 Bend C7 N8 O9 117.76270
46 Bend C7 N8 O10 116.83405
47 Bend O9 N8 O10 125.39372
48 Bend C5 O11 H20 110.42529
49 Bend C3 N12 O13 117.55873
50 Bend C3 N12 O14 116.79160
51 Bend O13 N12 O14 125.60841
52 Dihedral C1 C2 C3 C4 176.35244
53 Dihedral C1 C2 C3 N12 -4.40604
54 Dihedral C1 C2 C7 C6 -179.41342
55 Dihedral C1 C2 C7 N8 1.08621
56 Dihedral C2 C3 C4 C5 3.32788
57 Dihedral C2 C3 C4 H18 -177.38664
58 Dihedral C2 C3 N12 O13 -51.15363
59 Dihedral C2 C3 N12 O14 131.05013
60 Dihedral C2 C7 C6 C5 2.71727
61 Dihedral C2 C7 C6 H19 -177.62253
62 Dihedral C2 C7 N8 O9 -38.44128
63 Dihedral C2 C7 N8 O10 142.62093
64 Dihedral C3 C2 C1 H15 14.81577
65 Dihedral C3 C2 C1 H16 -106.72556
66 Dihedral C3 C2 C1 H17 135.24890
67 Dihedral C3 C2 C7 C6 -0.75166
68 Dihedral C3 C2 C7 N8 179.74796
69 Dihedral C3 C4 C5 C6 -1.16785
70 Dihedral C3 C4 C5 O11 178.35940
71 Dihedral C4 C3 C2 C7 -2.30800
72 Dihedral C4 C3 N12 O13 128.16173
73 Dihedral C4 C3 N12 O14 -49.63451
74 Dihedral C4 C5 C6 C7 -1.65516
75 Dihedral C4 C5 C6 H19 178.68565
76 Dihedral C4 C5 O11 H20 1.29743
77 Dihedral C5 C4 C3 N12 -175.95960
78 Dihedral C5 C6 C7 N8 -177.75742
79 Dihedral C6 C5 C4 H18 179.56468
80 Dihedral C6 C5 O11 H20 -179.17089
81 Dihedral C6 C7 N8 O9 142.01196
82 Dihedral C6 C7 N8 O10 -36.92582
83 Dihedral C7 C2 C1 H15 -166.66214
84 Dihedral C7 C2 C1 H16 71.79653
85 Dihedral C7 C2 C1 H17 -46.22902
86 Dihedral C7 C2 C3 N12 176.93352
87 Dihedral C7 C6 C5 O11 178.79080
88 Dihedral N8 C7 C6 H19 1.90277
89 Dihedral O11 C5 C4 H18 -0.90807
90 Dihedral O11 C5 C6 H19 -0.86839
91 Dihedral N12 C3 C4 H18 3.32588
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 12859
iupac = 4-methyl-3,5-dinitrophenol
mformula = C7H6N2O5
InChI = InChI=1S/C7H6N2O5/c1-4-6(8(11)12)2-5(10)3-7(4)9(13)14/h2-3,10H,1H3
smiles = Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C
esmiles = Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C theory{pspw} xc{pbe0} basis{100.0 Ry} solvation_type{None} ^{0}
theory = pspw
xc = pbe0
basis = 100.0 Ry
charge = 0
mult = 1
solvation_type = None
twirl webpage = TwirlMol Link
image webpage = GIF Image Link
Eigevalue Spectra
---- ---- 1.11 eV
--- -- ---
----------
---- ---- LUMO= -2.03 eV
HOMO= -6.88 eV ++++++++++
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-34.78 eV ++++ ++++
spin eig occ ---------------------------- restricted -6.88 2.00 restricted -7.64 2.00 restricted -8.22 2.00 restricted -8.43 2.00 restricted -8.72 2.00 restricted -8.76 2.00 restricted -8.88 2.00 restricted -9.02 2.00 restricted -10.07 2.00 restricted -10.80 2.00 restricted -10.92 2.00 restricted -11.22 2.00 restricted -11.80 2.00 restricted -12.04 2.00 restricted -12.46 2.00 restricted -13.43 2.00 restricted -13.92 2.00 restricted -14.28 2.00 restricted -14.45 2.00 restricted -14.62 2.00 restricted -14.85 2.00 restricted -15.20 2.00 restricted -15.66 2.00 restricted -16.15 2.00 restricted -16.59 2.00 restricted -17.59 2.00 restricted -19.12 2.00 restricted -19.88 2.00 restricted -20.85 2.00 restricted -22.47 2.00 restricted -23.30 2.00 restricted -25.45 2.00 restricted -29.76 2.00 restricted -29.89 2.00 restricted -30.57 2.00 restricted -34.66 2.00 restricted -34.78 2.00 restricted 1.11 0.00 restricted 0.99 0.00 restricted 0.64 0.00 restricted 0.10 0.00 restricted 0.04 0.00 restricted -0.12 0.00 restricted -1.72 0.00 restricted -2.03 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 60 Total number of negative frequencies = 1 - w_negative = -70.5 cm-1 Number of lowest frequencies = 13 (frequency threshold = 500 ) Exact dos norm = 54.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 53.00 13.00 54.00 50.00 53.00 13.00 54.00 100.00 52.85 12.85 54.00 Generating IR Spectra Writing vibrational density of states (DOS) to vdos.dat Writing model vibrational density of states (DOS_FIXED) to vdos-model.dat Writing IR spectra to irdos.dat Temperature= 298.15 zero-point correction to energy = 89.198 kcal/mol ( 0.142146) vibrational contribution to enthalpy correction = 93.568 kcal/mol ( 0.149110) vibrational contribution to Entropy = 23.261 cal/mol-k hindered rotor enthalpy correction = 0.000 kcal/mol ( 0.000000) hindered rotor entropy correction = 0.000 cal/mol-k
DOS sigma = 10.000000
- vibrational DOS enthalpy correction = 0.149113 kcal/mol ( 93.570 kcal/mol)
- model vibrational DOS enthalpy correction = 0.150257 kcal/mol ( 94.288 kcal/mol)
- vibrational DOS Entropy = 0.000037 ( 23.285 cal/mol-k)
- model vibrational DOS Entropy = 0.000039 ( 24.741 cal/mol-k)
- original gas Energy = -142.963293 (-89710.820 kcal/mol)
- original gas Enthalpy = -142.810408 (-89614.883 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -142.810405 (-89614.881 kcal/mol, delta= 0.002)
- model DOS gas Enthalpy = -142.809261 (-89614.164 kcal/mol, delta= 0.719)
- original gas Entropy = 0.000154 ( 96.635 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000154 ( 96.659 cal/mol-k,delta= 0.024)
- model DOS gas Entropy = 0.000156 ( 98.115 cal/mol-k,delta= 1.480)
- original gas Free Energy = -142.856322 (-89643.695 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -142.856331 (-89643.700 kcal/mol, delta= -0.005)
- model DOS gas Free Energy = -142.855879 (-89643.417 kcal/mol, delta= 0.278)
- original sol Free Energy = -142.856322 (-89643.695 kcal/mol)
- unadjusted DOS sol Free Energy = -142.856331 (-89643.700 kcal/mol)
- model DOS sol Free Energy = -142.855879 (-89643.417 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.149180 kcal/mol ( 93.612 kcal/mol)
- model vibrational DOS enthalpy correction = 0.150330 kcal/mol ( 94.334 kcal/mol)
- vibrational DOS Entropy = 0.000038 ( 23.927 cal/mol-k)
- model vibrational DOS Entropy = 0.000041 ( 25.430 cal/mol-k)
- original gas Energy = -142.963293 (-89710.820 kcal/mol)
- original gas Enthalpy = -142.810408 (-89614.883 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -142.810338 (-89614.840 kcal/mol, delta= 0.043)
- model DOS gas Enthalpy = -142.809188 (-89614.118 kcal/mol, delta= 0.765)
- original gas Entropy = 0.000154 ( 96.635 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000155 ( 97.301 cal/mol-k,delta= 0.666)
- model DOS gas Entropy = 0.000157 ( 98.805 cal/mol-k,delta= 2.170)
- original gas Free Energy = -142.856322 (-89643.695 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -142.856569 (-89643.850 kcal/mol, delta= -0.155)
- model DOS gas Free Energy = -142.856133 (-89643.576 kcal/mol, delta= 0.119)
- original sol Free Energy = -142.856322 (-89643.695 kcal/mol)
- unadjusted DOS sol Free Energy = -142.856569 (-89643.850 kcal/mol)
- model DOS sol Free Energy = -142.856133 (-89643.576 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.149265 kcal/mol ( 93.665 kcal/mol)
- model vibrational DOS enthalpy correction = 0.150600 kcal/mol ( 94.503 kcal/mol)
- vibrational DOS Entropy = 0.000041 ( 25.541 cal/mol-k)
- model vibrational DOS Entropy = 0.000044 ( 27.406 cal/mol-k)
- original gas Energy = -142.963293 (-89710.820 kcal/mol)
- original gas Enthalpy = -142.810408 (-89614.883 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -142.810253 (-89614.786 kcal/mol, delta= 0.097)
- model DOS gas Enthalpy = -142.808918 (-89613.948 kcal/mol, delta= 0.935)
- original gas Entropy = 0.000154 ( 96.635 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000158 ( 98.915 cal/mol-k,delta= 2.280)
- model DOS gas Entropy = 0.000161 ( 100.780 cal/mol-k,delta= 4.145)
- original gas Free Energy = -142.856322 (-89643.695 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -142.857251 (-89644.278 kcal/mol, delta= -0.583)
- model DOS gas Free Energy = -142.856802 (-89643.996 kcal/mol, delta= -0.301)
- original sol Free Energy = -142.856322 (-89643.695 kcal/mol)
- unadjusted DOS sol Free Energy = -142.857251 (-89644.278 kcal/mol)
- model DOS sol Free Energy = -142.856802 (-89643.996 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -70.550 0.720
2 -0.000 41.602
3 -0.000 34.387
4 -0.000 64.487
5 0.000 53.035
6 0.000 50.974
7 0.000 44.291
8 149.060 6.803
9 176.020 3.343
10 209.620 2.280
11 231.570 5.414
12 244.770 0.715
13 266.460 2.786
14 318.170 0.768
15 339.880 5.162
16 374.880 8.695
17 432.720 4.833
18 459.370 5.968
19 480.460 0.491
20 498.150 1.662
21 503.770 1.206
22 556.020 4.369
23 622.570 1.143
24 653.870 3.577
25 707.990 3.885
26 753.300 0.275
27 784.610 0.622
28 787.610 0.849
29 831.030 3.321
30 844.860 7.376
31 846.390 3.590
32 940.390 7.744
33 942.190 11.040
34 974.750 1.466
35 1002.510 5.031
36 1101.420 7.170
37 1127.420 3.034
38 1133.200 4.379
39 1214.800 2.061
40 1237.520 6.711
41 1265.640 6.843
42 1345.750 10.665
43 1422.930 11.295
44 1426.080 11.439
45 1444.120 10.017
46 1447.810 14.537
47 1502.430 0.231
48 1507.120 1.712
49 1525.250 2.378
50 1557.100 4.182
51 1636.110 7.340
52 1642.810 5.806
53 1658.620 9.934
54 1714.190 5.242
55 3037.180 13.433
56 3178.590 5.783
57 3200.290 26.367
58 3204.920 14.505
59 3226.740 8.890
60 3733.740 12.135
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = HTAMNOAYOHLVPQ-UHFFFAOYSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
21620 327.659 320.477 313.638 -295.145 18.493 AB --> A + B "TNT-4-OH --> [O]c1cc(N(=O)=O)c(c(c1)N(=O)=O)C ^{-1} + [H] ^{1}"
21619 327.659 320.477 313.638 -295.145 18.493 AB --> A + B "TNT-4-OH --> [O]c1cc(N(=O)=O)c(c(c1)N(=O)=O)C ^{-1} + [H] ^{1}"
20716 -1.968 -1.960 -3.629 0.000 -3.629 EA + BCD --> AB + CDE "TNT theory{pspw} + water theory{pspw} --> TNT-4-OH theory{pspw} + N(=O)O theory{pspw}"
20480 20.107 19.156 18.298 0.444 18.743 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
20479 20.107 19.156 18.298 0.444 18.743 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
20478 20.107 19.156 18.298 0.444 18.743 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
20477 20.107 19.156 18.298 0.444 18.743 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
20359 -53.135 -52.859 -55.729 14.850 -40.879 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:acetone} + hydroxide solvation_type{COSMO-SMD:acetone} --> TNT-4-OH solvation_type{COSMO-SMD:acetone} + nitrite solvation_type{COSMO-SMD:acetone}"
20358 -47.358 -46.917 -49.701 0.000 -49.701 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw} + [OH-] theory{pspw} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw} + O=N[O-] theory{pspw}"
20322 -50.850 -50.577 -52.654 23.427 -29.226 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{lda} + [OH-] xc{lda} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{lda} + O=N[O-] xc{lda}"
20233 -54.421 -54.152 -57.022 24.340 -32.682 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:o-cresol} + hydroxide solvation_type{COSMO-SMD:o-cresol} --> TNT-4-OH solvation_type{COSMO-SMD:o-cresol} + nitrite solvation_type{COSMO-SMD:o-cresol}"
20207 -2.221 -2.219 -3.963 -0.074 -4.038 EA + BCD --> AB + CDE "TNT + water --> CC1=C(C=C(C=C1[N](=O)=O)O)[N](=O)=O + N(O)=O"
20171 -1.190 -1.279 -2.131 4.538 2.407 EA + BCD --> AB + CDE "TNT-4-OH + water --> Oc1cc(O)c(c(c1)N(=O)=O)C + ON=O"
20152 -51.490 -51.274 -53.683 27.010 -26.673 AB + C --> AC + B "TNT xc{pbe} solvation_type{COSMO-SMD:methanol} + hydroxide xc{pbe} solvation_type{COSMO-SMD:methanol} --> TNT-4-OH xc{pbe} solvation_type{COSMO-SMD:methanol} + nitrite xc{pbe} solvation_type{COSMO-SMD:methanol}"
20149 -54.632 -54.405 -56.421 31.856 -24.565 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe} + hydroxide ^{-1} xc{pbe} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
20148 -61.488 -61.419 -64.231 24.117 -40.114 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
20147 -51.017 -50.737 -53.291 0.000 -53.291 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C theory{pspw4} + hydroxide ^{-1} theory{pspw4} --> Oc1cc(O)c(c(c1)N(=O)=O)C theory{pspw4} + O=[N]=O ^{-1} theory{pspw4}"
20113 -50.850 -50.577 -52.654 30.597 -22.056 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{lda} + [OH-] xc{lda} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{lda} + O=N[O-] xc{lda}"
20112 -0.803 -0.742 -2.687 0.000 -2.687 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw4} + O theory{pspw4} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} + O=NO theory{pspw4}"
20111 -47.895 -47.456 -50.524 0.000 -50.524 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw4} + [OH-] theory{pspw4} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} + O=N[O-] theory{pspw4}"
20110 -54.421 -54.153 -57.023 28.340 -28.683 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O solvation_type{COSMO-SMD} + [OH-] solvation_type{COSMO-SMD} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O solvation_type{COSMO-SMD} + O=N[O-] solvation_type{COSMO-SMD}"
20013 -2.828 -2.854 -4.012 0.000 -4.012 EA + BCD --> AB + CDE "TNT theory{pspw} + water theory{pspw} --> TNT-4-OH theory{pspw} + N(=O)O theory{pspw}"
19902 -52.474 -52.848 -54.908 45.934 -8.974 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + O xc{m06-2x}"
19896 -2.968 -3.470 -5.156 1.224 -3.932 EA + BCD --> AB + CDE "TNT xc{m06-2x} + water xc{m06-2x} --> TNT-4-OH xc{m06-2x} + N(=O)O xc{m06-2x}"
19851 -4.053 -4.219 -6.003 1.365 -4.638 EA + BCD --> AB + CDE "TNT xc{pbe} basis{6-31G*} + water xc{pbe} basis{6-31G*} --> TNT-4-OH xc{pbe} basis{6-31G*} + nitrous acid xc{pbe} basis{6-31G*}"
19758 -64.482 -62.739 -51.927 51.388 -0.539 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{m06-2x}"
19711 -70.571 -68.041 -57.292 51.724 -5.568 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{m06-2x}"
19690 -57.697 -58.024 -60.957 21.754 -39.203 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + O=N[O-] xc{m06-2x}"
19612 -51.490 -51.275 -53.685 29.590 -24.094 AB + C --> AC + B "TNT xc{pbe} + [OH-] xc{pbe} --> TNT-4-OH xc{pbe} + nitrite xc{pbe}"
18718 20.367 19.746 19.852 -1.712 18.140 EA + BCD --> AB + CDE "TNT-4-OH --> [O][CH]1=CC(=C(C(=C1)N(=O)=O)C)N(=O)=O"
18294 -48.434 -48.154 -50.230 30.537 -19.693 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{lda} + [OH-] xc{lda} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{lda} + O=N[O-] xc{lda}"
17493 53.390 53.134 55.156 -29.926 25.230 AB + C --> AC + B "Cc1c(O)cc(O)cc1N(=O)=O + O=N[O-] --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + [OH-]"
17202 0.008 -0.721 -1.844 5.092 3.248 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(Cl)cc(O)cc1N(=O)=O + O=N(=O)Cl"
17201 0.008 -0.721 -1.844 5.092 3.248 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(Cl)cc(O)cc1N(=O)=O + O=N(=O)Cl"
17200 0.008 -0.721 -1.844 5.092 3.248 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(Cl)cc(O)cc1N(=O)=O + O=N(=O)Cl"
17199 0.008 -0.721 -1.844 5.092 3.248 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(Cl)cc(O)cc1N(=O)=O + O=N(=O)Cl"
17184 20.107 19.114 18.562 0.214 18.776 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
17183 20.107 19.114 18.562 0.214 18.776 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
17182 20.107 19.114 18.562 0.214 18.776 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
17181 20.107 19.114 18.562 0.214 18.776 AB + CD --> AD + BC "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + ClCl --> Cc1c(N(=O)=O)cc(Cl)cc1N(=O)=O + OCl"
16512 -58.235 -58.032 -60.692 28.350 -32.342 AB + C --> AC + B "TNT xc{pbe0} solvation_type{COSMO-SMD} + hydroxide xc{pbe0} solvation_type{COSMO-SMD} --> TNT-4-OH xc{pbe0} solvation_type{COSMO-SMD} + nitrite xc{pbe0} solvation_type{COSMO-SMD}"
16431 -59.037 -58.822 -61.390 27.550 -33.840 AB + C --> AC + B "TNT xc{pbe} solvation_type{COSMO-SMD} + hydroxide xc{pbe} solvation_type{COSMO-SMD} --> TNT-4-OH xc{pbe} solvation_type{COSMO-SMD} + nitrite xc{pbe} solvation_type{COSMO-SMD}"
14760 20.367 19.746 19.852 -1.712 18.140 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O --> CC1=C(N(=O)=O)CC(=O)C=C1N(=O)=O"
14717 -53.156 -52.796 -54.296 26.265 -28.031 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{ccsd(t)} + [OH-] theory{ccsd(t)} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{ccsd(t)} + O=N[O-] theory{ccsd(t)}"
13478 -53.390 -53.134 -55.156 29.926 -25.230 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + hydroxide ^{-1} --> Oc1cc(O)c(c(c1)N(=O)=O)C + O=[N]=O ^{-1}"
13473 -4.059 -4.188 -5.876 1.293 -4.583 EA + BCD --> AB + CDE "TNT xc{pbe} basis{6-31G*} + water xc{pbe} basis{6-31G*} --> TNT-4-OH xc{pbe} basis{6-31G*} + nitrous acid xc{pbe} basis{6-31G*}"
13462 -1.190 -1.279 -2.131 4.468 2.337 EA + BCD --> AB + CDE "TNT-4-OH + water --> Oc1cc(O)c(c(c1)N(=O)=O)C + ON=O"
12445 -56.957 -56.636 -58.320 28.835 -29.485 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
12417 -61.996 -60.282 -49.145 53.623 4.478 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{pbe0}"
11672 -52.318 -52.705 -53.948 49.770 -4.178 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + O xc{pbe0}"
11669 -54.955 -54.687 -57.040 26.204 -30.836 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + O=N[O-] xc{pbe0}"
11640 -67.282 -64.755 -53.837 55.961 2.124 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{pbe0}"
11579 -30.647 -30.979 -32.709 45.832 13.123 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O xc{pbe0} + O xc{pbe0}"
11519 -54.421 -54.152 -57.022 25.370 -31.652 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:ethanol} + hydroxide solvation_type{COSMO-SMD:ethanol} --> TNT-4-OH solvation_type{COSMO-SMD:ethanol} + nitrite solvation_type{COSMO-SMD:ethanol}"
11354 -54.421 -54.152 -57.022 15.290 -41.732 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:edc12} + hydroxide solvation_type{COSMO-SMD:edc12} --> TNT-4-OH solvation_type{COSMO-SMD:edc12} + nitrite solvation_type{COSMO-SMD:edc12}"
11238 -53.565 -53.292 -56.162 24.340 -31.822 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:o-cresol} + hydroxide solvation_type{COSMO-SMD:o-cresol} --> TNT-4-OH solvation_type{COSMO-SMD:o-cresol} + nitrite solvation_type{COSMO-SMD:o-cresol}"
11237 -53.565 -53.292 -56.162 14.850 -41.312 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:acetone} + hydroxide solvation_type{COSMO-SMD:acetone} --> TNT-4-OH solvation_type{COSMO-SMD:acetone} + nitrite solvation_type{COSMO-SMD:acetone}"
10902 -62.518 -60.919 -49.619 52.924 3.305 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe} + hydroxide ^{-1} xc{pbe} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{pbe}"
10866 -61.488 -61.419 -64.231 29.967 -34.264 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
10864 -69.399 -69.726 -70.391 53.901 -16.490 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + [OH-] --> Cc1c(N(=O)=O)cc([O-])cc1N(=O)=O + O"
10817 -70.572 -68.042 -57.292 57.574 0.282 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{m06-2x}"
10701 -66.425 -64.151 -53.032 55.672 2.640 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{pbe}"
10693 -51.490 -51.269 -53.733 24.790 -28.944 AB + C --> AC + B "TNT xc{pbe} + [OH-] xc{pbe} --> TNT-4-OH xc{pbe} + nitrite xc{pbe}"
10692 -57.701 -57.963 -61.028 27.194 -33.834 AB + C --> AC + B "TNT xc{m06-2x} + [OH-] xc{m06-2x} --> TNT-4-OH xc{m06-2x} + nitrite xc{m06-2x}"
10691 -54.632 -54.404 -56.421 29.005 -27.415 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe} + hydroxide ^{-1} xc{pbe} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
10655 -64.483 -62.739 -51.927 57.238 5.311 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{m06-2x}"
10451 -2.970 -3.408 -5.229 0.734 -4.495 EA + BCD --> AB + CDE "TNT xc{m06-2x} + water xc{m06-2x} --> TNT-4-OH xc{m06-2x} + N(=O)O xc{m06-2x}"
9709 -55.347 -55.709 -56.516 49.169 -7.347 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + O xc{pbe}"
9645 -52.474 -52.848 -54.908 51.784 -3.124 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + O xc{m06-2x}"
9637 -67.282 -64.755 -53.837 56.021 2.184 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{pbe0}"
9378 -30.072 -30.528 -31.548 46.724 15.176 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O xc{pbe} + O xc{pbe}"
8953 -59.555 -57.237 -47.295 0.000 -47.295 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} xc(pbe} + [OH-] theory{pspw4} xc(pbe} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O theory{pspw4} xc(pbe}"
7872 -29.376 -29.915 -31.360 45.991 14.631 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O xc{pbe} + O xc{pbe}"
7823 -30.647 -30.979 -32.709 45.892 13.183 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O xc{pbe0} + O xc{pbe0}"
7822 -29.376 -29.917 -31.361 46.041 14.680 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O xc{pbe} + O xc{pbe}"
7821 -52.477 -52.839 -54.878 51.785 -3.094 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + O xc{m06-2x}"
7816 -52.318 -52.705 -53.948 49.830 -4.118 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + O xc{pbe0}"
7764 -65.729 -63.537 -52.843 54.938 2.095 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O xc{pbe}"
7688 -25.000 -25.513 -27.595 0.000 -27.595 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} xc(pbe} + [OH-] theory{pspw4} xc(pbe} --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O theory{pspw4} xc(pbe} + O theory{pspw4} xc(pbe}"
7687 -51.283 -52.052 -53.963 0.000 -53.963 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} xc(pbe} + [OH-] theory{pspw4} xc(pbe} --> [CH2-]c1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} xc(pbe} + O theory{pspw4} xc(pbe}"
7646 -55.616 -53.708 -43.300 0.000 -43.300 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} xc(pbe} + [OH-] theory{pspw4} xc(pbe} --> CC1(O)C(N(=O)=O)=CC(O)=C[C-]1N(=O)=O theory{pspw4} xc(pbe}"
7623 -5.741 -5.819 -5.704 4.228 -1.476 EA + BCD --> AB + CDE "TNT-4-OH + water --> Oc1cc(O)c(c(c1)N(=O)=O)C + ON=O"
7558 -1.025 -1.052 -2.187 0.184 -2.003 EA + BCD --> AB + CDE "TNT xc{pbe0} + water xc{pbe0} --> TNT-4-OH xc{pbe0} + nitrous acid xc{pbe0}"
6923 -54.421 -54.169 -56.623 28.810 -27.813 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O solvation_type{COSMO-SMD} + [OH-] solvation_type{COSMO-SMD} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O solvation_type{COSMO-SMD} + O=N[O-] solvation_type{COSMO-SMD}"
6577 -39.920 -38.700 -38.749 22.697 -16.052 AB + C --> AC + B "Sc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + hydroxide ^{-1} --> Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + [SH] ^{-1}"
6496 -61.491 -61.410 -64.202 29.968 -34.234 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
6495 -56.957 -56.636 -58.320 28.895 -29.425 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
6494 -53.936 -53.791 -56.232 28.272 -27.960 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe} + hydroxide ^{-1} xc{pbe} --> Oc1cc(O)c(c(c1)N(=O)=O)C xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
6493 -64.485 -62.730 -51.897 57.239 5.341 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{m06-2x}"
6492 -61.753 -59.977 -48.904 53.494 4.590 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{pbe0}"
6491 -61.822 -60.306 -49.430 52.191 2.761 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C xc{pbe} + hydroxide ^{-1} xc{pbe} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1} xc{pbe}"
6412 -2.968 -3.473 -5.161 1.870 -3.291 EA + BCD --> AB + CDE "TNT xc{m06-2x} solvation_type{COSMO-SMD:methanol} + water xc{m06-2x} solvation_type{COSMO-SMD:methanol} --> TNT-4-OH xc{m06-2x} solvation_type{COSMO-SMD:methanol} + nitrous acid xc{m06-2x} solvation_type{COSMO-SMD:methanol}"
6411 -2.221 -2.297 -3.997 2.740 -1.257 EA + BCD --> AB + CDE "TNT xc{b3lyp} solvation_type{COSMO-SMD:methanol} + water xc{b3lyp} solvation_type{COSMO-SMD:methanol} --> TNT-4-OH xc{b3lyp} solvation_type{COSMO-SMD:methanol} + nitrous acid xc{b3lyp} solvation_type{COSMO-SMD:methanol}"
6390 -57.697 -58.024 -60.957 28.170 -32.787 AB + C --> AC + B "TNT xc{m06-2x} solvation_type{COSMO-SMD:methanol} + hydroxide xc{m06-2x} solvation_type{COSMO-SMD:methanol} --> TNT-4-OH xc{m06-2x} solvation_type{COSMO-SMD:methanol} + nitrite xc{m06-2x} solvation_type{COSMO-SMD:methanol}"
6389 -51.490 -51.274 -53.683 27.110 -26.573 AB + C --> AC + B "TNT xc{pbe} solvation_type{COSMO-SMD:methanol} + hydroxide xc{pbe} solvation_type{COSMO-SMD:methanol} --> TNT-4-OH xc{pbe} solvation_type{COSMO-SMD:methanol} + nitrite xc{pbe} solvation_type{COSMO-SMD:methanol}"
6209 -54.421 -54.152 -57.022 8.950 -48.072 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:toluene} + hydroxide solvation_type{COSMO-SMD:toluene} --> TNT-4-OH solvation_type{COSMO-SMD:toluene} + nitrite solvation_type{COSMO-SMD:toluene}"
6206 -54.421 -54.152 -57.022 27.980 -29.042 AB + C --> AC + B "TNT solvation_type{COSMO-SMD:methanol} + hydroxide solvation_type{COSMO-SMD:methanol} --> TNT-4-OH solvation_type{COSMO-SMD:methanol} + nitrite solvation_type{COSMO-SMD:methanol}"
5969 -61.247 -58.827 -47.398 56.483 9.084 A + B --> AB "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + [OH-] --> CC1=C(N(=O)=O)C(O)C(O)=C[C-]1N(=O)=O"
5935 -29.909 -30.400 -30.743 47.393 16.650 AB + C --> AC + B "Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + [OH-] --> Cc1c(N(=O)=O)cc(O)[c-]c1N(=O)=O + O"
5817 -57.941 -57.674 -58.729 29.686 -29.043 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + hydroxide ^{-1} --> Oc1cc(O)c(c(c1)N(=O)=O)C + O=[N]=O ^{-1}"
5727 -0.369 -0.434 -2.854 0.000 -2.854 EA + BCD --> AB + CDE "TNT theory{pspw4} xc{pbe0} + water theory{pspw4} xc{pbe0} --> TNT-4-OH theory{pspw4} xc{pbe0} + nitrous acid theory{pspw4} xc{pbe0}"
5689 -15.921 -17.075 -19.446 5.314 -14.132 AB + C --> AC + B "TNT-4-OH + [SH-] ^{-1} --> Oc1cc(S)c(c(c1)N(=O)=O)C + O=[N]=O ^{-1}"
5097 408.443 401.540 394.998 -257.634 38.764 AB --> A + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C --> [O]c1cc(N(=O)=O)c(c(c1)N(=O)=O)C mult{2} + [H] ^{1} + [SHE]"
5096 408.443 401.540 394.998 -257.634 38.764 AB --> A + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C --> [O]c1cc(N(=O)=O)c(c(c1)N(=O)=O)C mult{2} + [H] ^{1} + [SHE]"
5056 -2.809 -2.853 -4.021 0.000 -4.021 EA + BCD --> AB + CDE "TNT theory{pspw} + water theory{pspw} --> TNT-4-OH theory{pspw} + N(=O)O theory{pspw}"
5043 -1.831 -1.817 -2.147 0.767 -1.380 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{ccsd(t)} + O theory{ccsd(t)} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{ccsd(t)} + O=NO theory{ccsd(t)}"
5042 -0.663 -0.662 -2.359 0.000 -2.359 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw4} + O theory{pspw4} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} + O=NO theory{pspw4}"
5038 2.758 2.772 2.442 0.767 3.209 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{mp2} + O theory{mp2} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{mp2} + O=NO theory{mp2}"
5002 -52.557 -53.011 -53.497 50.228 -3.269 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + hydroxide ^{-1} --> Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)[CH2] ^{-1} + O"
4997 48.139 46.875 48.199 -8.330 39.869 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C --> [O]c1cc([N](=O)O)c(c(c1)N(=O)=O)C"
4281 -2.967 -3.417 -5.258 0.733 -4.526 EA + BCD --> AB + CDE "TNT xc{m06-2x} + water xc{m06-2x} --> TNT-4-OH xc{m06-2x} + N(=O)O xc{m06-2x}"
3940 -52.102 -51.850 -55.468 0.000 -55.468 AB + C --> AC + B "TNT theory{pspw4} xc{pbe0} + hydroxide theory{pspw4} xc{pbe0} --> TNT-4-OH theory{pspw4} xc{pbe0} + nitrite theory{pspw4} xc{pbe0}"
3081 -56.170 -54.497 -42.973 53.382 10.410 A + B --> AB "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C + hydroxide ^{-1} --> OC1=CC(=[C](C(=C1)N(=O)=O)(C)O)N(=O)=O ^{-1}"
2419 -0.637 -0.591 -2.169 0.000 -2.169 EA + BCD --> AB + CDE "TNT theory{pspw} xc{pbe0} + water theory{pspw} xc{pbe0} --> TNT-4-OH theory{pspw} xc{pbe0} + nitrous acid theory{pspw} xc{pbe0}"
2418 -2.447 9.507 15.426 3.595 19.020 EA + BCD --> AB + CDE "TNT xc{pbe0} basis{6-31G*} + water xc{pbe0} basis{6-31G*} --> TNT-4-OH xc{pbe0} basis{6-31G*} + nitrous acid xc{pbe0} basis{6-31G*}"
2304 -4.059 -4.187 -5.875 1.313 -4.562 EA + BCD --> AB + CDE "TNT xc{pbe} basis{6-31G*} + water xc{pbe} basis{6-31G*} --> TNT-4-OH xc{pbe} basis{6-31G*} + nitrous acid xc{pbe} basis{6-31G*}"
2179 -1.025 -1.051 -2.186 0.143 -2.043 EA + BCD --> AB + CDE "TNT xc{pbe0} + water xc{pbe0} --> TNT-4-OH xc{pbe0} + nitrous acid xc{pbe0}"
1962 -2.221 -2.219 -3.963 -0.144 -4.108 EA + BCD --> AB + CDE "TNT + water --> CC1=C(C=C(C=C1[N](=O)=O)O)[N](=O)=O + N(O)=O"
1264 -51.157 -50.817 -53.618 0.000 -53.618 AB + C --> AC + B "Oc1cc(N(=O)=O)c(c(c1)N(=O)=O)C theory{pspw4} + hydroxide ^{-1} theory{pspw4} --> Oc1cc(O)c(c(c1)N(=O)=O)C theory{pspw4} + O=[N]=O ^{-1} theory{pspw4}"
1214 -48.218 -47.811 -50.084 0.000 -50.084 AB + C --> AC + B "TNT theory{pspw} + hydroxide theory{pspw} --> TNT-4-OH theory{pspw} + nitrite theory{pspw}"
1183 -52.545 -52.314 -54.886 27.482 -27.404 AB + C --> AC + B "TNT theory{dft} xc{blyp} parse_output{grxn(gas)} + hydroxide theory{dft} xc{blyp} parse_output{grxn(gas)} --> TNT-4-OH theory{dft} xc{blyp} parse_output{grxn(gas)} + nitrite theory{dft} xc{blyp} parse_output{grxn(gas)}"
1164 -2.967 -3.417 -5.258 0.733 -4.526 EA + BCD --> AB + CDE "TNT xc{m06-2x} parse_output{grxn(aq)} + water xc{m06-2x} parse_output{grxn(aq)} --> TNT-4-OH xc{m06-2x} parse_output{grxn(aq)} + N(=O)O xc{m06-2x} parse_output{grxn(aq)}"
1163 -2.809 -2.853 -4.021 0.000 -4.021 EA + BCD --> AB + CDE "TNT theory{pspw} parse_output{grxn(aq)} + water theory{pspw} parse_output{grxn(aq)} --> TNT-4-OH theory{pspw} parse_output{grxn(aq)} + N(=O)O theory{pspw} parse_output{grxn(aq)}"
1155 -57.698 -57.972 -61.057 27.193 -33.864 AB + C --> AC + B "TNT theory{dft} xc{m06-2x} parse_output{grxn(gas)} + hydroxide theory{dft} xc{m06-2x} parse_output{grxn(gas)} --> TNT-4-OH theory{dft} xc{m06-2x} parse_output{grxn(gas)} + nitrite theory{dft} xc{m06-2x} parse_output{grxn(gas)}"
1154 -52.186 -51.883 -53.922 25.523 -28.399 AB + C --> AC + B "TNT theory{dft} xc{pbe} parse_output{grxn(gas)} + hydroxide theory{dft} xc{pbe} parse_output{grxn(gas)} --> TNT-4-OH theory{dft} xc{pbe} parse_output{grxn(gas)} + nitrite theory{dft} xc{pbe} parse_output{grxn(gas)}"
370 -2.887 -3.709 -6.472 1.215 -5.257 EA + BCD --> AB + CDE "TNT xc{pbe0} basis{6-31G*} + water xc{pbe0} basis{6-31G*} --> TNT-4-OH xc{pbe0} basis{6-31G*} + nitrous acid xc{pbe0} basis{6-31G*}"
348 -4.059 -4.187 -5.875 1.313 -4.562 EA + BCD --> AB + CDE "TNT xc{pbe} basis{6-31G*} + water xc{pbe} basis{6-31G*} --> TNT-4-OH xc{pbe} basis{6-31G*} + nitrous acid xc{pbe} basis{6-31G*}"
336 -1.025 -1.051 -2.186 0.143 -2.043 EA + BCD --> AB + CDE "TNT xc{pbe0} + water xc{pbe0} --> TNT-4-OH xc{pbe0} + nitrous acid xc{pbe0}"
335 -0.637 -0.591 -2.169 0.000 -2.169 EA + BCD --> AB + CDE "TNT theory{pspw} xc{pbe0} + water theory{pspw} xc{pbe0} --> TNT-4-OH theory{pspw} xc{pbe0} + nitrous acid theory{pspw} xc{pbe0}"
138 -53.156 -52.795 -54.296 26.345 -27.950 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{ccsd(t)} + [OH-] theory{ccsd(t)} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{ccsd(t)} + O=N[O-] theory{ccsd(t)}"
137 -1.831 -1.817 -2.147 0.767 -1.380 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{ccsd(t)} + O theory{ccsd(t)} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{ccsd(t)} + O=NO theory{ccsd(t)}"
136 2.758 2.772 2.442 0.767 3.209 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{mp2} + O theory{mp2} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{mp2} + O=NO theory{mp2}"
135 -0.663 -0.662 -2.359 0.000 -2.359 EA + BCD --> AB + CDE "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw4} + O theory{pspw4} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} + O=NO theory{pspw4}"
134 -47.755 -47.375 -50.196 0.000 -50.196 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw4} + [OH-] theory{pspw4} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw4} + O=N[O-] theory{pspw4}"
133 -15.375 -14.981 -17.251 0.000 -17.251 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pspw} + [OH-] theory{pspw} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pspw} + O=N[O-] theory{pspw}"
132 -65.996 -65.741 -69.320 966.667 897.347 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{pm3} + [OH-] theory{pm3} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{pm3} + O=N[O-] theory{pm3}"
131 -52.186 -51.883 -53.922 25.534 -28.388 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{pbe} + [OH-] xc{pbe} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe} + O=N[O-] xc{pbe}"
130 -57.696 -57.969 -61.054 27.133 -33.921 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{m06-2x} + [OH-] xc{m06-2x} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{m06-2x} + O=N[O-] xc{m06-2x}"
129 -49.153 -48.792 -50.293 26.345 -23.947 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O theory{mp2} + [OH-] theory{mp2} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O theory{mp2} + O=N[O-] theory{mp2}"
128 -54.955 -54.688 -57.042 26.274 -30.768 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{pbe0} + [OH-] xc{pbe0} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{pbe0} + O=N[O-] xc{pbe0}"
127 -50.850 -50.577 -52.653 27.886 -24.767 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O xc{lda} + [OH-] xc{lda} --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O xc{lda} + O=N[O-] xc{lda}"
15 -54.422 -54.074 -56.988 25.304 -31.685 AB + C --> AC + B "Cc1c(N(=O)=O)cc(N(=O)=O)cc1N(=O)=O + [OH-] --> Cc1c(N(=O)=O)cc(O)cc1N(=O)=O + O=N[O-]"
1 -2.221 -2.219 -3.963 -0.144 -4.108 EA + BCD --> AB + CDE "TNT + water --> CC1=C(C=C(C=C1[N](=O)=O)O)[N](=O)=O + N(O)=O"
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KEYWORDs -
reaction: :reaction
chinese_room: :chinese_room
molecule: :molecule
nmr: :nmr
predict: :predict
submitesmiles: :submitesmiles
nosubmitmissingesmiles
resubmitmissingesmiles
submitmachines: :submitmachines
useallentries
nomodelcorrect
eigenvalues: :eigenvalues
frequencies: :frequencies
nwoutput: :nwoutput
xyzfile: :xyzfile
alleigs: :alleigs
allfreqs: :allfreqs
reactionenumerate:
energytype:[erxn(gas) hrxn(gas) grxn(gas) delta_solvation grxn(aq)] :energytype
energytype:[kcal/mol kj/mol ev cm-1 ry hartree au] :energytype
tablereactions:
reaction: ... :reaction
reaction: ... :reaction
...
:tablereactions
tablemethods:
method: ... :method
method: ... :method
...
:tablemethods
:reactionenumerate
rotatebonds
xyzinput:
label: :label
xyzdata:
... xyz data ...
:xyzdata
:xyzinput
submitHf: :submitHf
nmrexp: :nmrexp
findreplace: old text | new text :findreplace
listnwjobs
fetchnwjob: :fetchnwjob
pushnwjob: :pushnwjob
printcsv: :printcsv
printeig: :printeig
printfreq: :printfreq
printxyz: :printxyz
printjobinfo: :printjobinfo
printnwout: :printnwout
badids: :badids
hup_string:
database:
table:
request_table:
listallesmiles
queuecheck
This software service and its documentation were developed at the Environmental Molecular Sciences Laboratory (EMSL) at Pacific Northwest National Laboratory, a multiprogram national laboratory, operated for the U.S. Department of Energy by Battelle under Contract Number DE-AC05-76RL01830. Support for this work was provided by the Department of Energy Office of Biological and Environmental Research, and Department of Defense environmental science and technology program (SERDP). THE SOFTWARE SERVICE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM, OUT OF OR IN CONNECTION WITH THE SOFTWARE SERVICE OR THE USE OR OTHER DEALINGS IN THE SOFTWARE SERVICE.